Shemales Porn Stories
Page 68

Shemale massage

It has been one of those long and stressful weeks. I’m in desperate need of relaxation and relief so I head over to an Asian massage parlor for a typical happy ending massage.
The girl who usually massages me isn’t available so another girl is suggested which I accept. I think to myself that she can’t be much different than my usual so I don’t care much. I just need a massage badly.
She comes out of the back from another massage and introduces herself as Jessica. I smirk a bit knowing there is no way her name is Jessica but I go with the bit and am happy as she is quite attractive and alread... Continue»
Posted by malesub01 2 years ago  |  Categories: Shemales  |  
  |  12

The Fam...CH 1

Key Players;

Father - Dave

Mother - Brenda

Male sibling- Stevie

Female sibling - Alicia

Neighbor mother - Lakeysha "candy"

Neighbor twins - Keke & Tricia

"Fuck daddy...that was fucking hot" Stevie said while scooping up his f@+=€r's cum from the side of his face with his finger. Stevie was kneeling by the side of the bed with Dave's quickly deflating 9 inch black cock only inches from his face. Stevie is a young tw€|>e year old b•y that has recently been diagnosed with gender identity disorder. He is the youngest product of an interracial marriage between Da... Continue»
Posted by TS_LoverBoy 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
  |  4

If you go down to the Woods today you`re in for a

This is a true story that happened recently- Summer 2013

This summer I had been looking online for places where one could go nude sunbathing near or around the city where I live. Luckily there was plenty of advice online and I soon found a destination which ticked all my boxes. I had never done this before but the thought of lying naked in the sun aroused me in an unusual way.

I`m in my forties and am a part time Crossdresser, possibly more of a Transvestite as I`m told I look quite good dressed as a woman. I like to keep in shape and am quite thin. I love to suck cock, be... Continue»
Posted by jimbo70xyz 2 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  
  |  8

Becky's New GirlFriend.


It’s been a long time. New story.

My wife Becky and I have been busy with life in general. We’ve moved to a new city. It’s in a new neighbor hood with a lot of younger people in it. This neighbor hood has a community pool in it and Becky love to go there in the afternoons when I’m at work. She has met some the neighbors. Most of them are the wife’s or girl friends of the people who live there. One day she met on of the neighbors that a very nice looking black woman. We’ve seen her walking at night in the ne... Continue»
Posted by acman 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
  |  2

XHamster Friend Desires

Wanna be my friend? Then save me the embarrassment of denying your request for simple things. Besides.. some of these guidelines are kinda standard around here... so consider it friendly advice if you don't happen to meet my personal criteria.

These conditions are obviously subject to change and / or be enf***ed at any time - exceptions MAY be made. Reasons i might ignore these self-imposed rules? If you are close, willing, eager, and friendly, if you have read my profile, and examined my postings, if you want to be rl playmates, if you can host - all of these things grant positive consider... Continue»
Posted by dwadd73 2 years ago  |  Categories: Shemales  |  
  |  3

Fantasy Cums True part 2

This story is written by Tittie-baby for any reprint without permission is strictly prohibited.


I woke up with Terri still sl**ping in my arms. God this woman was beautiful. She was so surprised that I didn't freak out when I found out she was a shemale. I have been with over a thousand women but Terri was my first shemale. Last night had been special for sure and I wanted to start the day off right too. I knew she would be getting up soon for work so I eased myself down the bed and took her limp cock in my mouth. I licked all around the head and the... Continue»
Posted by tittie-baby 2 years ago  |  Categories: Shemales  |  
  |  1

Hook up at the gym

I ended up at the gym late the other night to try to get in a quick workout before I went home. The owner was busy doing his end of the day paperwork, I've never been there that late. There was only one more guy working out, he was pretty good looking and I couldn't help but check him out, especially when on his back doing bench presses, his back arching, legs spread apart and his large package in his pants seemed to be calling out to me. I couldn't be 100% sure but I thought he was wearing panties, unless it was his outfit and lighting making them look pink under his shorts. He finished h... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  9

Cumming for Christina

I love you and will see you Friday night I told my wife as I hung up the phone. My heart began pumping big time as I hung up from my nightly call and the familiar ring of a new text sounded off. My cock stirred just seeing it was from Christina. The message read that the rendezvous was on for 10:00 with a room number and hotel. I cleaned up nice and fresh grabbed the condoms and lube and headed out.

My stomach was in knots as Christina answered the door. I quickly entered and stood frozen staring at her beauty. After months of exchanges on Xhamster we were together. Within seconds our lip... Continue»
Posted by iheartm2f 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  1

taken in the woods and turned into a cock whore

Hello make sure you follow all disclaimers if you are under the legal age to view these items leave now; please leave feed back at

We just moved to an apartment in cherry hill nj which was nice from philadelphia.I got the place with my girlfriend and the place is a lot bigger and actually has a separate bedroom
which I can use for my office. I really liked the place cause it backed up to an area of woods and a little creek down this large hill. The apartment complex manager said it was called
a green acre site so nothing can be build on it and from time to time th... Continue»
Posted by kellyblue66abc 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
  |  10

mel an i at niagara falls

mel who is handsome an 66 years old an I decided too go too Niagara falls .he told his wife we had band camp all weekend an she believed him!! mel picked me up Friday night an while he drove I teased him!! I took my shoes off to reveal my sexy size 8 feet with my toes painted bright red in fully fashioned black stockings ,with the reinf***ed toe an heel an sole!! I teased mel while he drove us!! we got too hotel an checked in mel got us a room on 5th floor overlooking the falls ,it was so romantic with the lights on!! I went an changed into my short white leather skirt an sexy bra an c-thru bl... Continue»
Posted by glendaa 2 years ago  |  Categories: First Time, Mature, Shemales  |  
  |  2

Me and my part time job

I was always doing part time jobs to help the f****y with the bills, I was the youngest of 10 k**s ,but the only son. As I was walking home from school one day This guy asked if I was looking for a part time job that he had to clean out his basement and garage I was very very happy to say yes I'm always looking for extra money he asked me to come in. The Large house had a lot of antiques in it, The man "James" introduced me to his wife "Diane". We went into the kitchen for coffee and what they needed me to do then she kissed her husband and went to work.

James said that the junk was going t... Continue»
Posted by sissytimmy 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
  |  5

CD Party

Haven’t been to a CD party, but here’s how I imagine it would go (I hope!)

I’ve been drilled with a strapon plenty of times by the Mrs. while dressed as Frankie and this had the cumulative effect of wanting to share my hobby with other like-minded individuals.

I search Craigslist all the time and of course, most of the posts are hot and right to the point. But one post stood out. A local gurl was trying to arrange a small CD party, with about 4-6 people. The post was actually pretty tasteful for Craigslist and laid out what sounded to be a very nice time. The wife was out West for a few ... Continue»
Posted by NCogNeato 2 years ago  |  Categories: Group Sex, Shemales  |  
  |  4

My Shemale Girlfriend 8: My Mistresses

Sorry i haven't been writing stories, I've been a full time slave of multiple mistresses the past year. if you read any of my other stories, you'd know my beautiful girlfriend/mistress Christy, who is my main mistress, Brittany, her friend from Denmark, is my secondary mistress and has moved in with us. My third mistress is Jennifer. Jennifer is usually only my mistress when one them are gone, but still often there. Often, all three of my mistresses are present to use me as they please. They own me, i am nothing but a toy used for their pleasure and entertainment. They dress me up in whatever ... Continue»
Posted by germanface 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
  |  1

My 'Daddy'


I look at my cel phone quickly as I am driving. Its him.
I get these phone calls at sporadic times. It just says 'Bring your Miku outfit'.
I swing by my house and pick up my cosplay outfit of Hatsune Miku. For some reason he just loves it when I come over in a cosplay outfit.

I pull up into his front yard with a bag of clothes in hand and get out slowly. Why do I do this, I wonder to myself. I am just a hole to him. I am also pretty sure he is married and just calls me when his wife is out of town. Oh well, I am here now.

I get out of my car and walk up to his d... Continue»
Posted by zaria_ts 2 years ago  |  Categories: Anal, Shemales  |  
  |  4

Loaning me out to strangers

My wife and her friend Tina were going shopping in Kansas City for the week end. I knew this meant that I would be with Phillip. Tina's husband and the man I can't stay away from his cock. This meant I would be dressing up like a slut and servicing Phillips cock the whole time our wives were in KC. I started getting ready even before Phillip called.
When he called I was already showered and shaved. Waiting for him to tell me how he wanted me dressed. Of course he said he wanted me dressed like a slut, but to dress for going out in public. This scared me. Public? What did he mean b... Continue»
Posted by firstknightd 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
  |  4

First time


God that hurt as I bow my head down in shame. I was caught for the first time wearing women's clothing by my dad. Lets face it, I wasn't the most masculine person around, I didn't like sports, I was awkward and this offended my father.

"Don't let me ever catch you doing this faggot stuff ever again", he screamed at me.

I felt low. Lower than dirt as I hung my head down, scared to look my father in the eyes. I was scared, but worse than that, he made me feel ashamed of who I was.

I left the room, face stinging as my mother came up to me with a stern look in her eyes. "H... Continue»
Posted by zaria_ts 2 years ago  |  Categories: Anal, First Time, Shemales  |  
  |  10

Hooked on Boipussy

“Stop texting and driving, boy,” scolded Deitrick’s mother.
“Yes ma’am,” the twenty year-old light-skinned man relented throwing his phone in the cup holder.
“I swear you gon’ worry me to death,” she went on.
“Look, ma. I’m sorry. I won’t do it again,” he lied.
“Alright,” she replied feeling she’d won this battle.

Deitrick turned into the parking lot of the large discount store where his mother worked as an assistant manager. He brought the metallic silver 2007 Ford Five Hundred to a halt in front of the entrance. His mother got out of the passenger seat, collected her lunch box from th... Continue»
Posted by faggyboi 2 years ago  |  Categories: Anal, First Time, Shemales  |  
  |  7

Tranny Attack

Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock.

I am a normal sort of person, happily married, with two k**s, and with normal middle-class values and behaviour. I don't hate gays or blacks or anything like that but I don't want them in my neighbourhood. My only fault is that I cheat on my wife a lot, but heck, I'm a normal guy and have needs. However, I would be really mad if Jane e... Continue»
Posted by germanboi4bbc 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  2

My new carpool lover!

Good fortune smiled on me yet again this summer. If you keep your eyes and mind open, there’s no telling what you might find. At an office meeting a few months ago my company kicked off a carpool plan and the HR staff strongly encouraged participation. I figured I’d do my part by dropping my name & address into the pool database, but I had no intention of joining an actual carpool. After a few weeks I received an email from the pool organizer, saying that there was an opening in a pool group that lived in and around my neighborhood. Being the good guy that I am, I just ignored it of c... Continue»
Posted by ocmike 2 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
  |  2

The Interview

Times are rough theses days and my wife job just closed down. She is not a well woman and is having a difficult time finding employment. Just flipping through the paper one Sunday I find an ad for a part-time job I can do without jeopardizing my regular job. I don't tell her about the extra job I'm trying to get. I call the number and get the receptionist. She sets up an evening appointment time for the interview. I arrive at the address, it's an impressive office building in a desolate part of town. I enter the building and approach the security desk. There's a huge woman security guard seate... Continue»
Posted by blasy 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
  |  3